Title: The Best Hotels in Oakland, Chicago - 2025 Updated Prices | Expedia.co.uk

 

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## Go beyond your typical stay in Oakland

Waterpark

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=WATER_PARK)

Hot tub

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=HOT_TUB)

Family friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&travelerType=family_friendly)

Spa

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=SPA_ON_SITE)

Pool

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=POOL)

Cottage

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=COTTAGE)

Apart hotel

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=APART_HOTEL)

Condo

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=CONDO)

Apart­ment

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.co.uk/Hotel-Search?destination=Oakland%2C+Chicago%2C+Illinois%2C+United+States+of+America&regionId=6132392&latLong=41.823816%2C-87.602689&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=PETS)

## Check prices for these dates

Tonight

[24 Nov - 25 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2025-11-24&endDate=2025-11-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[25 Nov - 26 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2025-11-25&endDate=2025-11-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6132392&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Property class

## Top Trending Hotels Near Oakland, Chicago

![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Magnificent) | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/53a89031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/e69bed89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Egyptian cotton sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/06b28362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eurostars Magnificent Mile

River North, 5 mi from Oakland

8.8/10

Excellent

(3124)

"Location was great "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hamik

£94

includes taxes & fees

24 Dec - 25 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 4.8 mi from Oakland

8.8/10

Excellent

(2151)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melinda

£87

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/511c43ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e85c42c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Hotel

The Loop, 4.6 mi from Oakland

8.8/10

Excellent

(4840)

"Front desk is amazing, rooms are clean and great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Glen

£76

includes taxes & fees

26 Nov - 27 Nov

[](https://www.expedia.co.uk/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/50be090a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/ada94c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aloft Chicago Mag Mile

Streeterville, 4.9 mi from Oakland

8.6/10

Excellent

(2934)

"Great location!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

sarah e

£81

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/2866aa1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/55a8ba7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 4.7 mi from Oakland

9.4/10

Exceptional

(2244)

"Room was spotless…staff was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamika

£104

includes taxes & fees

16 Dec - 17 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/59baefbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/128dfde4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/7b2754f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/18c5ca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

River North, 4.9 mi from Oakland

8.4/10

Very good

(4196)

"Great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rodger

£72

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed (View) | View from room](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/c06f4b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/1792d463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bb272e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### citizenM Chicago Downtown

Theatre District, 4.5 mi from Oakland

9.4/10

Exceptional

(4079)

"Clean rooms, friendly staff, great breakfast, amazing location. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Gokce

£96

includes taxes & fees

10 Dec - 11 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago

The Loop, 3.6 mi from Oakland

8.4/10

Very good

(2314)

"Clean Rooms & very nice staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa

£117

includes taxes & fees

20 Dec - 21 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/07c9ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Chicago/Magnificent Mile Suites

Streeterville, 5.3 mi from Oakland

9.0/10

Wonderful

(3367)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rose

£75

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/cbeee5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/2b6118c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/9ab0dcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | In-room safe, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/0c9aebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FOUND Hotel Chicago River North

River North, 5 mi from Oakland

8.4/10

Very good

(337)

"love this place definitely coming back !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dayanara

£57

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information)

![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/5b3c70b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![American cuisine](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/fb80c7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/c46ad167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Crowne Plaza Chicago West Loop by IHG

4.6 mi from Oakland

9.0/10

Wonderful

(1704)

"The location was great!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yvette

£107

includes taxes & fees

20 Dec - 21 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information)

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/cb4330d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Freehand Chicago

River North, 4.9 mi from Oakland

8.0/10

Very good

(2603)

"Rooms are clean, staff are nice and friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen

£85

includes taxes & fees

27 Nov - 28 Nov

[](https://www.expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, City View | Living area | TV](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/cc919354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Congress Plaza Hotel

The Loop, 3.7 mi from Oakland

8.0/10

Very good

(9648)

"Great stay comfortable bed and great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly Noel

£97

includes taxes & fees

26 Nov - 27 Nov

[](https://www.expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/c0ded825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Riu Plaza Chicago

Streeterville, 4.9 mi from Oakland

9.4/10

Exceptional

(2850)

"Great service, great breakfast and a nice room "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

DeAnna

£114

includes taxes & fees

8 Dec - 9 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f7f78ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/f9eed5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/b6152ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 2 Double Beds, Non Smoking, Refrigerator (with Sofabed) | 1 bedroom, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/17300/17227/aeb6fede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western River North Hotel

River North, 5 mi from Oakland

7.8/10

Good

(1018)

"Staff was very friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david

£78

includes taxes & fees

9 Dec - 10 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Best-Western-River-North-Hotel.h17227.Hotel-Information)

![Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/bcc149aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/a1547b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillow-top beds, desk](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/d0389723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/fef288c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn & Suites Chicago - Downtown by IHG

West Loop, 4 mi from Oakland

8.4/10

Very good

(1012)

"Really great location and warm and friendly staff"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

David

£91

includes taxes & fees

7 Dec - 8 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Suites-Chicago-Downtown.h201274.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/04b62050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves breakfast, lunch and dinner](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/b0f5bd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/05f95ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silversmith Hotel Chicago Downtown

Theatre District, 4.2 mi from Oakland

9.2/10

Wonderful

(2086)

"Lovely hotel in a great spot!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natasha

£87

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/b573f792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/0aef82d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/891da469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/d5770f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 4.3 mi from Oakland

8.6/10

Excellent

(2628)

"Enjoyed my stay here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vai

£105

includes taxes & fees

22 Dec - 23 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/aaad0ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palmer House a Hilton Hotel

Theatre District, 4.1 mi from Oakland

8.4/10

Very good

(2094)

"Great place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron

£111

includes taxes & fees

25 Dec - 26 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/fe59f9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/3b2677cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/0f103d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Garden Inn Chicago Downtown South Loop

The Loop, 3.4 mi from Oakland

8.8/10

Excellent

(1726)

"Clean room, great hot tub."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SHARON

£71

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-09&endDate=2025-12-10&regionId=6132392&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.

-   Downtown Chicago
-   Magnificent Mile
-   The Loop
-   River North
-   Lincoln Park

![Downtown Chicago featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago showing a high-rise building and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332087-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332073-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Downtown Chicago which includes signage and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332084-Downtown-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map&regionId=6350699)

![Downtown Chicago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:uxq%7EFvjavOurAq%40mA%7DgDuTtO%7BFzJuOr%40mk%40z_%40MifBum%40%7EAGmaAx%7EAopCna%40uM%7EoC%7C%7DAx%40%7CkCnk%40yAy%40n%7B%40gt%40dE%7Bg%40pFo%40%60%7EB&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XpzTv33-iXOpq3icViGLtz3e_jE=)

### Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

[See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350699)

![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543374-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North which includes signage and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191832-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North showing street scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191836-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Magnificent Mile - River North which includes a city, a hotel and skyline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24572-Magnificent-Mile.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map&regionId=800025)

![Magnificent Mile map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gnt%7EF%60dyuOugAK%3FcChgALJ%60C&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eJaOW3wrdH9kguwKvLeM9_7UbMs=)

### Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

[See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800025)

![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![The Loop - Downtown showing a ferry and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map&regionId=800024)

![The Loop map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:syr%7EFxx%7BuOqa%40mAeEqK_%40sp%40kG%7BKvAwg%40Xok%40%7C_%40x%40xF%7EPtlAi%40dCh%40DzOxDxCDnbBkNr%40e%5E%7EEkKzGiVfC&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=XwfHKgKFqor-NvwNZdw8nZOnNbI=)

### The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

[See properties](https://www.expedia.co.uk/Hotel-Search?regionId=800024)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543384-chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge featuring street scenes, cbd and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191962-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191756-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Shops at North Bridge which includes central business district, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191961-Shops-At-North-Bridge.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map&regionId=6350695)

![River North map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7B%7Cu%7EFl_%7DuOWcpA%7CECQ%7Db%40xi%40w%40nGbNJ%7Ep%40xCbHxAdBcB%7ECuAhA%7DKdCyGvFiGdDsD%7CDeCzEwBfBoN%5E&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=pVk_WdkeHd9iD-9kitVtoqcFN2A=)

### River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

[See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6350695)

![Chicago featuring a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24578-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Lincoln Park Zoo featuring autumn leaves and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26661-Lincoln-Park-Zoo.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24579-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

![Chicago History Museum showing interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24583-Chicago-History-Museum.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium)

[](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map&regionId=6059328)

![Lincoln Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:u%7E%7C%7EFhscvO%40%7DMjAWEyE_JFsDaCAl%40qDD%3F%7DBjU_%40AkAiAQ%40aWbAKAyFqALQeJzAIKaNiAJOgUTi%40%7E%40KEgF_BD%3FuMbBMc%40_NiAAI%7DImAIKmB%7CAQMeVxAKQ%7BOwGaCnCQHeCtBKFgC%7DAUSaGbBIx%40i%60Axp%40mMbD%7EGpa%40%7DJpR%7DM%60NgVzGrLV%60n%40mJ%7EEh%40%60AfIKClIuCNp%40xRrBWl%40b%7EAoEJoElF%7CArEjIiGKpNoVzJqItQvCfKsArA%7DL%60FuXhVm%40%60NaKhR%7BK%7CAcFbKiAzFsK_MqLbN%7DAJ&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=KktfaLNeQ_9ZFVphttKdls3N5TA=)

### Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

[See properties](https://www.expedia.co.uk/Hotel-Search?regionId=6059328)

## Top Oakland Hotel Reviews

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"Everything was amazing. We we're shopping for rooms that could handle 5 people without having to book a suite and RIU had the best price. But we didn't expect the level of amenities and service. The room was more than enough to handle our family of 5, the rooftop was amazing, the lobby was gorgeous. Breakfast was super busy but SUPREMELY managed. The entire staff worked as one unit, organizing, sitting guests, cleaning up and sanitizing the tables between rotations. Food was great (Smoked Salmon, who does that at a hotel breakfast!) Anytime we're staying downtown Chicago again, we'll be booking at RIU Plaza for sure"

[](https://expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg)

### The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"I absolutely had a great experience. I loved the cleanliness, they had a bathtub, and it was in a great area. My son loved it as well. The restaurant had amazing food and the staff was very professional… we will be back. The gym room was amazing too! They cleaned our room everyday. It was so fun and amazing. Thank you so much!"

[](https://expedia.co.uk/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

![Crowne Plaza Chicago West Loop by IHG](https://images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg)

### Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"The room was spotless. Balcony was a big plus. There was a fan in the hallway that was extremely noisy- I guess there was a spill or something. Left luggage was a bit weird- they didn’t give us a claim ticket… our bags were all there when we picked them up. "

[](https://expedia.co.uk/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"Awesome room, awesome staff 10/10"

[](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"They gave us a free room upgrade...amazing view. Very clean room, amazing facilities, great safety practices. "

[](https://expedia.co.uk/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg)

### LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Awesome"

[](https://expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Great location. Good breakfast and cocktail hour. Clean fresh smelling rooms. "

[](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg)

### InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Clean rooms and great location."

[](https://expedia.co.uk/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information)

![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg)

### Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent

"Amazing views. Right in the heart of navy pier. Lovely staff. Very accommodating to all needs"

[](https://expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information)

## Frequently asked questions

### What are the best hotels in Oakland that travellers recommend?

> [Sophy Hyde Park](https://www.expedia.co.uk/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) is a standout hotel located in the vibrant city of Chicago, boasting an exceptional score of 9.6. Guests appreciate its blend of modern luxury and historical charm, with high-end amenities such as premium bedding, customized bathrobes, and a stunning terrace great for relaxation. The hotel's prime location in the Historical District allows easy access to local attractions, making it an ideal choice for couples seeking a romantic getaway or travellers looking to explore the city's rich culture.
> 
>   
> 
> For families, the [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) shines with a rating of 8.8. Its spacious rooms feature sofa beds and cribs, ensuring comfort for all ages. The hotel offers a complimentary buffet breakfast, making mornings straightforward. Kids will love the indoor pool, while parents can enjoy the 24-hour fitness facilities. The family-friendly atmosphere is enhanced by the option for kids' meals, allowing everyone to dine happily together.

### What hotels in Oakland offer free breakfast?

> [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is a fantastic option for families visiting Chicago. Rated 8.8 by guests, this hotel offers a complimentary buffet breakfast, ensuring that everyone starts the day off right. With an indoor pool, kids can splash around while parents unwind, making it a great spot for family fun.

### What are the best budget hotels in Oakland?

> [Hyatt Place Chicago-South/University Medical Center](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) is an excellent budget-friendly option for families visiting Chicago. This hotel boasts a spacious indoor pool, which is great for kids to splash around while parents relax nearby. Guests appreciate the complimentary breakfast, featuring a delightful buffet that caters to various tastes, ensuring the whole family starts their day right.

### What are the most romantic hotels in Oakland for couples?

> For couples seeking a romantic getaway in Oakland, [Sophy Hyde Park](https://www.expedia.co.uk/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) is an exceptional choice, boasting a stellar rating of 9.6. This hotel is situated in a charming historical district, enveloping guests in a special environment that melds history with modern comforts.

### Can I cancel my hotel reservation on Expedia?

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Oakland hotel for you.

### How can I save on a Oakland hotel booking with Expedia?

> Before booking your Oakland hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.

### How much is the nightly rate at a Oakland hotel?

> Hotel prices in Oakland often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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-   [Flights to Chicago](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
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-   [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction)
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-   [Robie House](https://www.expedia.co.uk/Robie-House-Hyde-Park.d6064059.Attraction)
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-   [Visit South Side](https://www.expedia.co.uk/South-Side.dx553248635074842823)
-   [Willis Tower](https://www.expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction)

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-   [Chicago Holiday Rentals](https://www.expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)

-   [Things to do in Chicago](https://www.expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)
-   [Things to do in South Side](https://www.expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)

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